So I am a super newbie at all this. I'm trying to connect my Boss DR-770 drum machine to reaper using custom drum kits I made on the machine. I'm such a newbie I won't bother trying to type out the issue and sound like an idiot so I just recorded a quick video of the issue. If you have a few minutes I would greatly appreciate some feedback.

*Also I didn't note in the video but when I plug my headphones into the drum machine, that is the drum kit I am wanting.

hifrom what i saw in your video it seems like a midi issue: when you send midi notes from the 770 to reaper you hear GM sounds:gm stands for general midi sounds. check better the dr770 sending midi settings and reaper receiving midi settings.

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